Plastic packaging articles for oxygen sensitive products

Abstract

Plastic packaging articles having an oxygen-scavenging composition, comprising: a compound comprising a ring having three ring carbon atoms forming an allyl group with an allylic hydrogen, the ring being bonded via a ring substituent to an ether or carboxylic linkage, the ether or carboxylic linkage being further bonded to a group having a molecular weight of at least 75 g/mol; and at least one transition metal.

1 . A composition comprising:
 at least one transition metal, and   a compound having the following structure:   
       
         
           
           
               
               
           
         
         wherein:
 “A” is a hydrocarbon ring, 
 R 1 , R 2 , and R 3  are independently selected from hydrogen and C 1 -C 12  alkyl, 
 R 4  is an alkenyl of the formula —(CH 2 ) y —, where y is an integer of at least 1, and x is an integer equal to 1 or 0, 
 E is selected from —O—, —C(═O)—O—, and —N(R)— where R is hydrogen, aryl or a branched or linear C 1 -C 6  alkyl, 
 B is a group having a molecular weight of at least 75 g/mol, and n is an integer ranging from 1-3. 
 
       
     
     
         2 . The composition of  claim 1 , wherein B is a hydrocarbon comprising at least 6 carbon atoms. 
     
     
         3 . The composition of  claim 2 , wherein B is a hydrocarbon selected from alkyl, aryl, and combinations of alkyl and aryl groups. 
     
     
         4 . The composition of  claim 1 , wherein R 4  is a C 1 -C 12  alkenyl. 
     
     
         5 . The composition of  claim 1 , wherein A is a C 6  ring. 
     
     
         6 . The composition of  claim 1 , wherein n=1. 
     
     
         7 . The composition of  claim 1 , wherein n=2 or 3. 
     
     
         8 . A plastic packaging article having at least one layer comprising a polymeric material blended with an the oxygen-scavenging composition, the composition comprising:
 at least one transition metal, and   a compound having the following structure:   
       
         
           
           
               
               
           
         
         wherein:
 “A” is a hydrocarbon ring, 
 R 1 , R 2 , and R 3  are independently selected from hydrogen and C 1 -C 12  alkyl, 
 R 4  is an alkenyl of the formula —(CH 2 ) y —, where y is an integer of at least 1, and x is an integer equal to 1 or 0, 
 E is selected from —O—, —C(═O)—O—, and —N(R)— where R is hydrogen, aryl or a branched or linear C 1 -C 6  alkyl, 
 B is a group having a molecular weight of at least 75 g/mol, and n is an integer ranging from 1-3. 
 
       
     
     
         9 . The article of  claim 8 , wherein the polymeric material comprises a polymer selected from polyesters, polyolefins, polyacrylates, polyvinyl acetates, styrenic polymers, EVOH, polyamides, polyacrylamides, polyacrylonitriles, poly(styrene-co-acrylonitrile), poly(vinyl chloride), poly(vinylidene chloride), polytetrafluoroethylene, polycarbonates, polyethers, polyimides, polybenzimidazoles, polybenzoxazoles, poly(vinyl pyrrolidone)), polysulfones, poly(ether ether ketones), poly(phenylene oxide), poly(phenylene sulfide), polysiloxanes, polysilanes, polyphosphazenes), dextran, cellulose, carboxymethyl cellulose, and sulfonate polymers 
     
     
         10 . The article of  claim 9 , wherein the polyesters are selected from PET. 
     
     
         11 . The article of  claim 8 , wherein the article is a monolayer article. 
     
     
         12 . The article of  claim 8 , wherein the article is a multilayer article. 
     
     
         13 . The article of  claim 8 , wherein the article further comprises at least one polymer layer free of the oxygen-scavenging composition positioned adjacent the at least one layer containing the oxygen-scavenging composition. 
     
     
         14 . The article of  claim 13 , wherein the polymer layer free of the oxygen-scavenging composition are positioned adjacent either side of the at least one polymer layer containing the oxygen-scavenging composition. 
     
     
         15 . The article of  claim 14 , wherein the at least one layer of containing the oxygen-scavenging composition comprises PET. 
     
     
         16 . The article of  claim 14 , wherein one or more layers, including the at least one layer free of the oxygen-scavenging composition, comprises a barrier polymer. 
     
     
         17 . The article of  claim 16 , wherein the barrier polymer is selected from EVOH, polyamides, acrylonitrile copolymers, blends of EVOH and polyamide, nanocomposites of EVOH or polyamide and clay, blends of EVOH and an ionomer, acrylonitrile, cyclic olefin copolymers, polyvinylidene chloride (PVDC), polyethylene napthalate (PEN) polyglycolic acid (PGA), and blends thereof. 
     
     
         18 . The article of  claim 14 , wherein the at least one layer of free of the oxygen-scavenging composition comprises PET. 
     
     
         19 . The article of  claim 14 , wherein the article is a monolayer article. 
     
     
         20 . The article of  claim 14 , wherein the article is a multilayer article. 
     
     
         21 . The article of  claim 1 , wherein the article is selected from preforms, containers, closures, closure liners, films, and sheets. 
     
     
         22 . An oxygen-scavenging composition, comprising:
 a nonpolymeric compound comprising a ring, three of the ring carbon atoms forming an allyl group with an allylic hydrogen, the ring being bonded via a ring substituent to an ether or carboxylic linkage, the ether or carboxylic linkage being further bonded to a group having a molecular weight of at least 75 g/mol; and   at least one transition metal.   
     
     
         23 . A plastic packaging article having at least one layer comprising the oxygen-scavenging composition of  claim 22 , wherein the article is selected from preforms, containers, closures, closure liners, films, and sheets. 
     
     
         24 . A compound having the following structure: 
       
         
           
           
               
               
           
         
         wherein:
 “A” is a hydrocarbon ring, 
 R 1 , R 2 , and R 3  are independently selected from hydrogen and C 1 -C 12  alkyl, 
 R 4  is an alkenyl of the formula —(CH 2 ) y —, where y is an integer of at least 1, and x is an integer equal to 1 or 0, 
 E is selected from —O—, —C(═O)—O—, and —N(R)— where R is hydrogen, aryl or a branched or linear C 1 -C 6  alkyl, 
 B is a group having a molecular weight of at least 75 g/mol, and n is an integer ranging from 1-3.